Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 01:27:26 UTC |
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Update Date | 2022-03-07 02:56:23 UTC |
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HMDB ID | HMDB0039914 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone |
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Description | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone belongs to the class of organic compounds known as 2-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 2-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone has been detected, but not quantified in, fruits. This could make 1,6-dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone. |
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Structure | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(\C=C\C(C)(C)O)C(OC)=C(O)C=C1O2 InChI=1S/C25H28O7/c1-13(2)7-8-14-17(30-5)12-19-21(22(14)27)23(28)20-15(9-10-25(3,4)29)24(31-6)16(26)11-18(20)32-19/h7,9-12,26-27,29H,8H2,1-6H3/b10-9+ |
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Synonyms | Not Available |
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Chemical Formula | C25H28O7 |
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Average Molecular Weight | 440.4856 |
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Monoisotopic Molecular Weight | 440.18350325 |
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IUPAC Name | 1,6-dihydroxy-8-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-3,7-dimethoxy-2-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one |
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Traditional Name | 1,6-dihydroxy-8-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]-3,7-dimethoxy-2-(3-methylbut-2-en-1-yl)xanthen-9-one |
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CAS Registry Number | Not Available |
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SMILES | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(\C=C\C(C)(C)O)C(OC)=C(O)C=C1O2 |
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InChI Identifier | InChI=1S/C25H28O7/c1-13(2)7-8-14-17(30-5)12-19-21(22(14)27)23(28)20-15(9-10-25(3,4)29)24(31-6)16(26)11-18(20)32-19/h7,9-12,26-27,29H,8H2,1-6H3/b10-9+ |
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InChI Key | QXRLQTRFEMAPRP-MDZDMXLPSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 2-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 2-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzopyrans |
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Sub Class | 1-benzopyrans |
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Direct Parent | 2-prenylated xanthones |
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Alternative Parents | |
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Substituents | - 2-prenylated xanthone
- Chromone
- Anisole
- Styrene
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Pyranone
- Pyran
- Benzenoid
- Heteroaromatic compound
- Vinylogous acid
- Tertiary alcohol
- Ether
- Oxacycle
- Alcohol
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxygen compound
- Organic oxide
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,1TMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O)C(OC)=C(O)C=C1O2 | 3425.1 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,1TMS,isomer #2 | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O[Si](C)(C)C)C(OC)=C(O)C=C1O2 | 3550.2 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,1TMS,isomer #3 | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O)C(OC)=C(O[Si](C)(C)C)C=C1O2 | 3445.4 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,2TMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O)C(OC)=C(O[Si](C)(C)C)C=C1O2 | 3335.6 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,2TMS,isomer #2 | COC1=CC2=C(C(O[Si](C)(C)C)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O[Si](C)(C)C)C(OC)=C(O)C=C1O2 | 3428.2 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,2TMS,isomer #3 | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O[Si](C)(C)C)C(OC)=C(O[Si](C)(C)C)C=C1O2 | 3446.3 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,3TMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O[Si](C)(C)C)C(OC)=C(O[Si](C)(C)C)C=C1O2 | 3379.3 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,1TBDMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O)C(OC)=C(O)C=C1O2 | 3655.3 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,1TBDMS,isomer #2 | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O[Si](C)(C)C(C)(C)C)C(OC)=C(O)C=C1O2 | 3776.1 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,1TBDMS,isomer #3 | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O)C(OC)=C(O[Si](C)(C)C(C)(C)C)C=C1O2 | 3663.4 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,2TBDMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O)C(OC)=C(O[Si](C)(C)C(C)(C)C)C=C1O2 | 3772.0 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,2TBDMS,isomer #2 | COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O[Si](C)(C)C(C)(C)C)C(OC)=C(O)C=C1O2 | 3902.1 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,2TBDMS,isomer #3 | COC1=CC2=C(C(O)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O[Si](C)(C)C(C)(C)C)C(OC)=C(O[Si](C)(C)C(C)(C)C)C=C1O2 | 3934.0 | Semi standard non polar | 33892256 | 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone,3TBDMS,isomer #1 | COC1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1CC=C(C)C)C(=O)C1=C(/C=C/C(C)(C)O[Si](C)(C)C(C)(C)C)C(OC)=C(O[Si](C)(C)C(C)(C)C)C=C1O2 | 4039.8 | Semi standard non polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone GC-MS (Non-derivatized) - 70eV, Positive | splash10-05di-4022900000-5cabd6bf203a237e46e5 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone GC-MS (3 TMS) - 70eV, Positive | splash10-0006-3000029000-e531c00f20f478792802 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 10V, Positive-QTOF | splash10-00di-0004900000-6174bef3e37284aca248 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 20V, Positive-QTOF | splash10-014i-2009400000-9d509548332eda33ac43 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 40V, Positive-QTOF | splash10-014r-2119200000-6d15ff888c47ea8cbcd5 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 10V, Negative-QTOF | splash10-000i-0000900000-c35ddc1c10562fd97c1a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 20V, Negative-QTOF | splash10-00dr-0004900000-0f2d7e256dea0ec0a605 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 40V, Negative-QTOF | splash10-000l-2659200000-553c966f921d4761a8b7 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 10V, Positive-QTOF | splash10-00di-0002900000-0c1d3ee1523044c9046d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 20V, Positive-QTOF | splash10-014r-0009100000-787398c95aff6877cfd6 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 40V, Positive-QTOF | splash10-0v01-0019000000-f1958369b44994e5749c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 10V, Negative-QTOF | splash10-00dr-0000900000-2346a5af63f8c0e77f9e | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 20V, Negative-QTOF | splash10-000i-0003900000-a8d3369b2c5a085fa432 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 1,6-Dihydroxy-3,7-dimethoxy-2-(3-methyl-2-butenyl)-8-(3-hydroxy-3-methyl-1E-butenyl)-xanthone 40V, Negative-QTOF | splash10-014r-0119300000-bb7da7be55c2791b0062 | 2021-09-22 | Wishart Lab | View Spectrum |
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